Thiopyranopyrrole derivatives

Abstract

This invention relates to novel derivatives of thiopyranopyrrole of general formula (I): ##STR1## in which R is hydrogen, allyl, or a radical having the structure: --CR a R b R c where R a and R b are hydrogen atoms or phenyl radicals optionally substituted (by halogen, alkyl, alkyloxy or nitro), and R c is defined as R a and R b or stands for an alkyl or alkyloxyalkyl radical, at least one of R a , R b and R c being a substituted or unsubstituted phenyl radical, and n is 0 to 2, in their stereoisomer forms, and mixtures thereof, and possibly the salts if they exist, and preparation thereof. The novel derivatives of the invention are particularly interesting as synthesis intermediates.

We claim: 
     
       1. Thiopyranopyrrole derivative comprising the formulas: ##STR15## in which the symbol R represents a hydrogen atom, an allyl radical or a radical of the structure:   --CR.sub.a R.sub.b R.sub.c     in which R a  and R b  are hydrogen atoms or phenyl radicals which are optionally substituted (by a halogen atom, an alkyl, alkoxy or nitro radical), and R c  is defined as R a  and R b  or represents an alkyl or alkoxyalkyl radical, at least one of R a , R b  and R c  being a phenyl radical, and the symbol n represents an integer from 0 to 2, it being understood that the above-mentioned alkyl radicals contain 1 to 4 carbon atoms in a linear or branched chain, as well as its pharmaceutically acceptable salts when these exist and it being understood that said thiopyranopyrrole derivative includes the (4aR,7aR) form or of the (4aS,7aS) form in a pure state, or in the form of a mixture of the cis- (4aRS,7aRS) forms and when n=1, the axial or equatorial stereoisomers at the level of the S-oxide and the position-1 R and S derivatives and mixtures thereof.   
     
     
       2. 4,4-Diphenylperhydrothiopyrano [2,3-c]pyrrole, as well as its pharmaceutically acceptable salts, in the (4aR,.7aR) form or of the (4aS,7aS) form in a pure state, or in the form of a mixture of the cis- (4aRS,7aRS) forms and, the axial or equatorial stereoisomers at the level of the s-oxide and the position-1 R and S derivatives and mixtures thereof. 
     
     
       3. 4,4-Diphenylperhydrothiopyrano[2,3-c]pyrrole 1-oxide, as well as its pharmaceutically acceptable salts, in the (4aR,7aR) form or of the (4aS,7aS) form in a pure state, or in the form of a mixture of the cis- (4aRS,7aRS) forms and, the axial or equatorial stereoisomers at the level of the S-oxide and the position-1 R and S derivatives and mixtures thereof. 
     
     
       4. 4,4-Diphenylperhydrothiopyrano[2,3-c]pyrrole 1,1-dioxide, as well as its pharmaceutically acceptable salts, in the (4aR,7aR) form or of the (4aS,7aS) form in a pure state, or in the form of a mixture of the cis- (4aRS,7aRS) forms and, the axial or equatorial stereoisomers at the level of the S-oxide and the position-1 R and S derivatives and mixtures thereof. 
     
     
       5. 4,4-Diphenyl-6-vinyloxycarbonylperhydrothiopyrano[2,3-c]pyrrole in the (4aR,7aR) form or of the (4aS,7aS) form in a pure state, or in the form of a mixture of the cis- (4aRS,7aRS) forms and, the axial or equatorial stereoisomers at the level of the S-oxide and the position-1 R and S derivatives and mixtures thereof. 
     
     
       6. 4,4-Diphenyl-6-tert-butyloxycarbonylperhydrothiopyrano[2,3-c]pyrrole 1-oxide in the (4aR,7aR) form or of the (4aS,7aS) form in a pure state, or in the form of a mixture of the cis- (4aRS,7aRS) forms and, the axial or equatorial stereoisomers at the Level of the S-oxide and the position-1 R and S derivatives and mixtures thereof.